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Methylnitronitrosoguanidine

Methylnitronitrosoguanidine
Structural formula of methylnitronitrosoguanidine
Space-filling model of the methylnitronitrosoguanidine molecule
Names
IUPAC name
1-methyl-3-nitro-1-nitrosoguanidine
Other names
N-Methyl-N-nitroso-N′-nitroguanidine; N-Methyl-N′-nitro-N-nitrosoguanidine
Identifiers
70-25-7 YesY
3D model (Jmol) Interactive image
Abbreviations MNNG
ChemSpider 6025 N
ECHA InfoCard 100.000.664
KEGG C14592 YesY
PubChem 6261
Properties
C2H5N5O3
Molar mass 147.09 g/mol
Appearance Yellow crystals
Melting point 118 °C (244 °F; 391 K) (decomposes)
reacts violently, slowly hydrolysed
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YesYN ?)
Infobox references

Methylnitronitrosoguanidine (MNNG or MNG) is a biochemical tool used experimentally as a carcinogen and mutagen. It acts by adding alkyl groups to the O6 of guanine and O4 of thymine, which can lead to transition mutations between GC and AT. These changes do not cause a heavy distortion in the double helix of DNA and thus are hard to detect by the DNA mismatch repair system.

In organic chemistry, MNNG is used as a source of diazomethane when reacted with aqueous potassium hydroxide.

MNNG is a probable human carcinogen listed as an IARC Group 2A carcinogen.


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